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Fairfield Vacation Rentals

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Our top choices for Fairfield vacation rentals

1. DUNE Fairfield Beach

DUNE Fairfield Beach
3.0 star property
Fairfield Beach
9.0 out of 10, Wonderful, (113 reviews)
"I was there 4 times, excellent location, good rooms and nice people"
United States
slava
The price is CA $253
CA $378 total
includes taxes & fees
Oct 7 - Oct 8
DUNE Fairfield Beach

2. Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (41 reviews)
"Great accommodations and perfect location for us. "
United States
Kim G.
The price is CA $321
CA $846 total
includes taxes & fees
Oct 21 - Oct 22
Cozy Cottage with Fire Pit, near Beach, 1 mile to NYC train

3. Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch

Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch
West End - West Side
9.6 out of 10, Exceptional, (4 reviews)
"Nice place to stay "
United States
Maria Elena G.
The price is CA $237
CA $559 total
includes taxes & fees
Oct 5 - Oct 6
Charming &Spacious 3BD, 1BA, Fam-Friendly-Yard&Porch

4. Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train
Fairfield
10.0 out of 10, Exceptional, (19 reviews)
"Place was very clean . Communication between owner and us was excellent."
United States
gail s.
The price is CA $344
CA $884 total
includes taxes & fees
Oct 7 - Oct 8
Renovated Cape Near beach, with Fire Pit and BBQ, 1 mile to NYC train

5. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
3.0 star property
Tunxis Hill
The price is CA $868
CA $1,319 total
includes taxes & fees
Oct 5 - Oct 6
4 Mi to Beach & Dtwn! Charming Fairfield Home

6. Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious
Tunxis Hill
9.4 out of 10, Exceptional, (20 reviews)
"The house is very clean and spacious! Great location for what my party needed. The host is incredibly responsive and very helpful. Overall this was a fantastic stay and would recommend. "
United States
Emily K.
The price is CA $492
CA $1,081 total
includes taxes & fees
Oct 5 - Oct 6
Grand Fairfield Getaway- 5BR Fam-Friendly near I95&Shops - Spacious&Gracious

7. 4 Mi to Beach & Dtwn! Charming Fairfield Home

4 Mi to Beach & Dtwn! Charming Fairfield Home
Tunxis Hill
10.0 out of 10, Exceptional, (1 review)
"Beautiful home! Host was super responsive to questions. The entire house was super clean and welcoming. The bed was comfortable and smelled fresh. There was a personalized welcome sign that was a nice touch and some (much needed) snacks after our almost 3 hour drive. Expectations were well within reason and easily manageable. I would 100% rent again."
United States
Raelyn O.
The price is CA $741
CA $1,310 total
includes taxes & fees
Oct 5 - Oct 6
4 Mi to Beach & Dtwn! Charming Fairfield Home

8. Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk
Downtown Bridgeport
9.4 out of 10, Exceptional, (18 reviews)
"The accommodations were incredible. The host provided many helpful materials that made the stay very comfortable. The apartment was very cute and had nice amenities for the guests that go above any beyond what a hotel can provide."
United States
Bailey
The price is CA $200
CA $329 total
includes taxes & fees
Oct 5 - Oct 6
Lovely Bohemian Loft Downtwn, Amphitheater,Seaside Park,Metro North,2-10min walk

9. Luxury Designer 2 bedroom+office/3bed vacation home.

Luxury Designer 2 bedroom+office/3bed vacation home.
Brooklawn - St. Vincent
9.6 out of 10, Exceptional, (27 reviews)
"Very accurate description of listing - host was very responsive. Would stay again!"
United States
Anonymous traveller
The price is CA $179
CA $558 total
includes taxes & fees
Oct 5 - Oct 6
Luxury Designer 2 bedroom+office/3bed vacation home.

10. Centric property close to all the great things in the city

Centric property close to all the great things in the city
Brooklawn - St. Vincent
6.6 out of 10, (17 reviews)
"This rental was great accommodation"
United States
Alma B.
The price is CA $224
CA $383 total
includes taxes & fees
Oct 6 - Oct 7
Centric property close to all the great things in the city

11. Spacious Studio with Pool Table

Spacious Studio with Pool Table
Westport
8.6 out of 10, Excellent, (7 reviews)
"The room was great, the location was good and there was a pool table! "
United States
Eadweard
The price is CA $187
CA $364 total
includes taxes & fees
Oct 5 - Oct 6
Spacious Studio with Pool Table

12. Modern 2 Bed in BlackRock

Modern 2 Bed in BlackRock
Black Rock Historic District
7.6 out of 10, Good, (5 reviews)
"Cute and efficient property, and a great location. The host was very prompt with any and all questions. Definitely recommend the place for a quick get away."
United States
Joshua L.
The price is CA $192
CA $474 total
includes taxes & fees
Oct 5 - Oct 6
Modern 2 Bed in BlackRock

13. Business or Weekend escape

Business or Weekend escape
Stratford
9.2 out of 10, Wonderful, (59 reviews)
"Definitely clean - good place for an overnight stay."
United States
Kimberly
The price is CA $128
CA $217 total
includes taxes & fees
Oct 5 - Oct 6
Business or Weekend escape

14. Renovated 3BR Apt / Easy Check-In / FamilyFriendly

Renovated 3BR Apt / Easy Check-In / FamilyFriendly
West End - West Side
10.0 out of 10, Exceptional, (1 review)
"Unit was clean, beds were large and comfy. Very close to downtown. Would stay again!"
United States
Matthew
The price is CA $188
CA $496 total
includes taxes & fees
Oct 26 - Oct 27
Renovated 3BR Apt / Easy Check-In / FamilyFriendly

15. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
The price is CA $496
CA $571 total
includes taxes & fees
Oct 11 - Oct 12
Guesthouse at Norwalk Inn

16. Elite room stay

Elite room stay
Bridgeport
The price is CA $295
CA $487 total
includes taxes & fees
Oct 5 - Oct 6
Elite room stay

17. The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry

The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry
Brooklawn - St. Vincent
The price is CA $188
CA $497 total
includes taxes & fees
Oct 5 - Oct 6
The B&W Haven: Stylish 3BR Escape with Private Office by LI Ferry

18. Gilded Age Luxury Surrounded by Nature

Gilded Age Luxury Surrounded by Nature
Cranbury
The price is CA $333
CA $612 total
includes taxes & fees
Oct 5 - Oct 6
Gilded Age Luxury Surrounded by Nature

19. Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!
North End
8.8 out of 10, Excellent, (10 reviews)
"Plenty of bedrooms and space for the family. Very prompt communication with host."
United States
David K.
The price is CA $926
CA $1,811 total
includes taxes & fees
Oct 5 - Oct 6
Charming Colonial for Events! – Perfect for Family Reunions and Group Getaways!

20. Luxe, designer renovation; walk to Tyde wedding venue, shops & beach!

Luxe, designer renovation; walk to Tyde wedding venue, shops & beach!
Milford
9.8 out of 10, Exceptional, (9 reviews)
"Very comfortable modern home, clean, great backyard, pet friendly Host was so accommodating and responsive, personal note at check-in "
United States
Traci F.
Luxe, designer renovation; walk to Tyde wedding venue, shops & beach!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Fairfield Hotel Reviews

Find out more about Fairfield

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Fairfield. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find vacation rentals in Fairfield?

Yes, there are vacation rentals in Fairfield close to Fairfield Theater Company, or you can select a more remote option if you'd like a relaxing place to stay. Discover why Fairfield is known for its shops and beaches. While you're here, grab a bite or have a drink at the restaurants.

What are some of the best vacation home rentals that Fairfield has to offer?

Beautiful, Spacious, Beachfront Home - Perfect for Entertaining Family & Friends: Visitors like this Fairfield vacation home rental. It is located on the beach and has a balcony, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

How many vacation rentals are there in Fairfield?

With 48 Expedia vacation rentals, you're sure to find just the right place for your Fairfield stay.

What can I see and do in Fairfield?

Enjoy the outdoors at Penfield Beach and Fairfield Beach, or simply take in cultural attractions like Fairfield Theater Company and Connecticut Audubon Birdcraft Museum. Jennings Beach and Lake Mohegan are other places to visit while you're in town.

What are vacation rentals like in Fairfield?

Vacation rentals are privately owned accommodations you can book for several days or longer in Fairfield. Vacation rentals offer extras like laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can offer a sense of security away from public hotel elevators and busy front desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family trips.